Search results for "Benzopyrans"

showing 10 items of 45 documents

β-Blockers in Patients With Intermittent Claudication and Arterial Hypertension

2011

The use of β-receptor blockers in peripheral arterial disease is controversial for their impact on vasomotor tone. The β-blocker nebivolol possesses vasodilating, endothelium-dependent, NO-releasing properties that might be beneficial in peripheral arterial disease. The aim of the study was to evaluate the effects and tolerability of nebivolol in comparison with metoprolol in these patients. A total of 128 patients with intermittent claudication and essential hypertension were included and double-blind randomized to receive 5 mg of nebivolol (N=65) or 95 mg of metoprolol (N=63) once daily. End points were changes in ankle-brachial index, initial and absolute claudication distance, endothel…

Malemedicine.medical_specialtyBrachial ArteryAdrenergic beta-AntagonistsArterial Occlusive DiseasesBlood PressureEssential hypertensionNebivololDouble-Blind MethodSurveys and QuestionnairesInternal medicinemedicine.arteryInternal MedicinemedicineHumansAnkle Brachial IndexBenzopyransBrachial arteryAntihypertensive AgentsMetoprololbusiness.industryIntermittent Claudicationmedicine.diseaseNebivololIntermittent claudicationTreatment OutcomeBlood pressureTolerabilityEthanolaminesAnesthesiaHypertensionQuality of LifeCardiologyFemalemedicine.symptomClaudicationbusinessMetoprololmedicine.drugHypertension
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Nebivolol inhibits superoxide formation by NADPH oxidase and endothelial dysfunction in angiotensin II-treated rats.

2006

Nebivolol is a β 1 -receptor antagonist with vasodilator and antioxidant properties. Because the vascular NADPH oxidase is an important superoxide source, we studied the effect of nebivolol on endothelial function and NADPH oxidase activity and expression in the well-characterized model of angiotensin II–induced hypertension. Angiotensin II infusion (1 mg/kg per day for 7 days) caused endothelial dysfunction in male Wistar rats and increased vascular superoxide as detected by lucigenin-derived chemiluminescence, as well as dihydroethidine staining. Vascular NADPH oxidase activity, as well as expression at the mRNA and protein level, were markedly upregulated, as well as NOS III uncoupled, …

Malerac1 GTP-Binding Proteinmedicine.medical_specialtyLuminescenceEndotheliumNitric Oxide Synthase Type IIIAdrenergic beta-AntagonistsNitric OxideFluorescenceCell LineNebivololchemistry.chemical_compoundHemoglobinsSuperoxidesInternal medicineInternal MedicinemedicineAnimalsHumansBenzopyransRats WistarCyclic GMPNitritesOxidase testNADPH oxidaseLuminescent AgentsbiologyChemistrySuperoxideAngiotensin IIMyocardiumNADPH OxidasesDicarbethoxydihydrocollidinePhosphoproteinsAngiotensin IINebivololRatsNitric oxide synthasemedicine.anatomical_structureEndocrinologyEthanolaminesNOX1biology.proteinAcridinesBlood VesselsLuminolEndothelium Vascularmedicine.drugSignal TransductionHypertension (Dallas, Tex. : 1979)
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KA-672 inhibits rat brain acetylcholinesterase in vitro but not in vivo.

1999

Abstract KA-672, a lipophilic benzopyranone derivative which is currently under development as a cognitive enhancer and antidementia drug, has previously been shown to have facilitatory effects on learning and memory in rats at doses of 0.1–1 mg/kg. We now report that KA-672 inhibited the activity of acetylcholinesterase (AChE), measured in vitro in rat brain cortical homogenate, with an IC 50 value of 0.36 μ M indicating that KA-672 may improve cognitive functions as a consequence of AChE inhibition. However, when we employed the microdialysis procedure to monitor acetylcholine (ACh) release from rat hippocampus, no effect of KA-672 (0.1–10 mg/kg) was found, indicating a lack of inhibition…

MicrodialysisMicrodialysisPharmacologyHippocampal formationBiologyHippocampusPiperazineschemistry.chemical_compoundCerebrospinal fluidIn vivoExtracellular fluidmedicineAnimalsBenzopyransCerebral CortexGeneral NeuroscienceBrainAcetylcholinesteraseAcetylcholineRatsKineticsBiochemistrychemistryEnzyme inhibitorbiology.proteinAcetylcholinesteraseCholinesterase InhibitorsAcetylcholinemedicine.drugNeuroscience letters
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Density Functional Theory Study of the Trans-Trans-Cis (TTC)→Trans-Trans-Trans (TTT) Isomerization of a Photochromic Spiropyran Merocyanine

2008

Density Functional Theory (DFT) calculations have been performed on the TTC→TTT isomerization reaction of the open forms of the 1',3'-dihydro-8-bromo-6-nitro- 1',3',3'-trimethylspiro[2H-1-benzopyran-2,2'-(2H)indole (8-Br-6-nitro-BIPS) system. The calculations were carried out in vacuo and in methylene chloride solution at different temperatures. Results are compared with the available experimental values of free energy difference and activation energy in solution.

Models MolecularIndolesVacuumSpiropyran; photochromism; DFT calculation; solvent influence on activation energy; merocyanine.merocyaninesolvent influence on activation energyPharmaceutical ScienceDFT calculationPyrimidinonesPhotochemistryArticleAnalytical Chemistrylcsh:QD241-441Photochromismchemistry.chemical_compoundlcsh:Organic chemistryDrug DiscoveryBenzopyransMerocyaninePhysical and Theoretical ChemistryMethyleneFluorescent DyesIndole testSpiropyranMethylene ChlorideOrganic ChemistryStereoisomerismModels TheoreticalNitro CompoundsphotochromismSolutionschemistrymerocyanine.Chemistry (miscellaneous)ThermodynamicsMolecular MedicineDensity functional theorySpiropyranIsomerizationCis–trans isomerismMolecules
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Halothane inhibits endothelium-dependent relaxation elicited by acetylcholine in human isolated pulmonary arteries.

1997

This study examined whether a clinically relevant concentration of the volatile anaesthetic halothane modifies the endothelium-dependent relaxation produced by acetylcholine (3 nM-10 microM), histamine (1 pM-0.1 microM) and anti-human immunoglobulin E (1:1000) in human isolated pulmonary arteries submaximally precontracted with noradrenaline. An inhibitor of nitric oxide formation, N(G)-nitro-L-arginine (100 microM), attenuated acetylcholine-induced relaxation but failed to inhibit histamine- and anti-human immunoglobulin E-induced relaxation. Indomethacin (2.8 microM, a cyclooxygenase inhibitor) preferentially reduced the relaxation to histamine and anti-human IgE. Halothane (2%) significa…

Nitroprussidemedicine.medical_specialtyCromakalimEndotheliumArginineVasodilator AgentsDrug Evaluation PreclinicalProstaglandinVasodilationIn Vitro TechniquesPulmonary ArteryNitric oxidechemistry.chemical_compoundInternal medicinemedicineHumansBenzopyransPyrrolesPharmacologyColforsinImmunoglobulin EAcetylcholineEnzyme ActivationEndocrinologymedicine.anatomical_structurechemistryGuanylate CyclaseAnesthetics InhalationEndothelium VascularHalothaneHalothaneAcetylcholineHistaminemedicine.drugAdenylyl CyclasesEuropean journal of pharmacology
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Activity of three cytotoxic isoflavonoids from Erythrina excelsa and Erythrina senegalensis (neobavaisoflavone, sigmoidin H and isoneorautenol) towar…

2013

Abstract Introduction Resistance of cancer cells to chemotherapy has become a worldwide concern. Naturally occuring isoflavonoids possess a variety of biological activities including anti-cancer effects. The present study was aimed at investigating the cytotoxicity and the modes of action of three naturally occuring isoflavonoids, neobavaisoflavone ( 1 ), sigmoidin H ( 2 ) and a pterocarpan that is a special type of isoflavonoid, isoneorautenol ( 3 ) against a panel of nine cancer cell lines, including various sensitive and drug-resistant phenotypes. Methods The cytotoxicity of the compounds was determined using a resazurin reduction assay, whereas the caspase-Glo assay was used to detect t…

Pharmaceutical ScienceApoptosisIsoflavonoidDrug DiscoveryHumansCytotoxic T cellBenzopyransCytotoxicityCaspaseBenzofuransErythrinaMembrane Potential MitochondrialPharmacologybiologyCell CyclePterocarpanHCT116 CellsAntineoplastic Agents PhytogenicIsoflavonesMolecular biologyComplementary and alternative medicineBiochemistryDrug Resistance NeoplasmCell cultureApoptosisCaspasesCancer cellbiology.proteinMolecular MedicineDrug Screening Assays AntitumorReactive Oxygen SpeciesPhytomedicine
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Inhibition of the mutagenicity of 2-nitrofluorene, 3-nitrofluoranthene and 1-nitropyrene by flavonoids, coumarins, quinones and other phenolic compou…

1997

When 56 flavonoids, 32 coumarins, five naphthoquinones, 12 anthraquinones and five structurally-related compounds were tested for their antimutagenic potencies with respect to mutagenicities induced by 2-nitrofluorene (2-NF), 3-nitrofluoranthene (3-NFA) and 1-nitropyrene (1-NP) in Salmonella typhimurium TA98 distinct structure-activity relationships were detected. First, the tetracyclic nitroarenes 3-NFA and 1-NP were in general more effectively antagonized by potent antimutagenic flavonoids and coumarins than the tricyclic 2-NF, while there were only minor differences with quinones. Secondly, antimutagenicity of natural compounds of plant origin correlated with the aglyconic nature 10 of a…

Salmonella typhimuriumStereochemistryToxicologyAnthroneFlavoneschemistry.chemical_compoundFlavonolsPhenolsAnthraquinonesAnimalsOrganic chemistryBenzopyransPhenolsFlavonoidschemistry.chemical_classificationFluorenesPyrenesMutagenicity TestsPlant ExtractsChemistryAntimutagenic AgentsGeneral MedicineNaphthoquinoneAntimutagenFlavanoneMutagensFood ScienceFood and Chemical Toxicology
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Flow cytometric kinetic assay of the activity of Na+/H+ antiporter in mammalian cells.

2004

Background The Na+/H+ exchanger (NHE) of mammalian cells is an integral membrane protein that extrudes H+ ion in exchange for extracellular Na+ and plays a crucial role in the regulation of intracellular pH (pHi). Thus, when pHi is lowered, NHE extrudes protons at a rate depending of pHi that can be expressed as pH units/s. Methods To abolish the activity of other cellular pH-restoring systems, cells were incubated in bicarbonate-free Dulbecco's modified Eagle's medium buffered with HEPES. Flow cytometry was used to determine pHi with 2′,7′-bis-(2-carboxyethyl)-5-(and-6)-carboxyfluorescein acetoxymethyl ester or 5-(and-6)-carboxy SNARF-1 acetoxymethyl ester acetate, and the appropriate fluo…

Sodium-Hydrogen ExchangersTime FactorsNigericinIntracellular pHBiophysicsIonophoreNaphtholsBiochemistryModels BiologicalPathology and Forensic MedicineFlow cytometryCell Linechemistry.chemical_compoundJurkat CellsMiceEndocrinologyChondrocytesIschemiamedicineExtracellularAnimalsHumansBenzopyransMuscle SkeletalCells CulturedFluorescent DyesHEPESmedicine.diagnostic_testDose-Response Relationship DrugRhodaminesCell BiologyHematologyHydrogen-Ion ConcentrationFlow CytometryFluoresceinsAmilorideKineticsBiochemistrychemistryCell cultureCalibrationNIH 3T3 Cellsmedicine.drugCytometry. Part A : the journal of the International Society for Analytical Cytology
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Synthesis of benzopyran derivatives as PPARα and/ or PPARγ activators

2019

International audience; We describe the synthesis of 26 compounds, small polycerasoidol analogs, that are Lipinski’s rule-of-five compliant. In order to confirm key structural features to activate PPARα and/or PPARγ, we have adopted structural modifications in the following parts: (i) the benzopyran core (hydrophobic nucleus) by benzopyran-4-one, dihydrobenzopyran or benzopyran-4-ol; (ii) the side chain at 2-position by shortening to C3, C4 and C5-carbons versus C-9-carbons of polycerasoidol; (iii) the carboxylic group (polar head) by oxygenated groups (hydroxyl, acetoxy, epoxide, ester, aldehyde) or non-oxygenated motifs (allyl and alkyl). Benzopyran-4-ones 6, 12, 13 and 17 as well as dihy…

StereochemistryClinical BiochemistryPharmaceutical ScienceEpoxide01 natural sciencesBiochemistryAldehydechemistry.chemical_compoundStructure-Activity RelationshipDrug DiscoverySide chainMolecule[CHIM]Chemical SciencesBenzopyransPPAR alphaMolecular BiologyAlkylchemistry.chemical_classificationMolecular Structure010405 organic chemistryChemistryOrganic Chemistry3. Good health0104 chemical sciencesBenzopyranPPAR gamma010404 medicinal & biomolecular chemistryDocking (molecular)Molecular MedicineLinker
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Synthesis, benzodiazepine receptor binding and molecular modelling of isochromeno[4,3-c]pyrazol-5(1H)-one derivatives

2012

Abstract A series of isochromeno[4,3-c]pyrazole-5(1H)-one derivatives 7b–h were prepared and tested at 10 μM for their ability to displace specific [3H]flunitrazepam from bovine brain membranes. The substitution pattern of the above derivatives was shown to influence the receptor affinity. The most active compound of the series was 7e, showing a 54% inhibition of [3H]flunitrazepam binding. Compounds 7a–d,i were compared with the known isomers chromeno[4,3-c]pyrazole-4(1H)-ones 14a–d,i, showing that the isochromene/chromene isomerism influences the activity.

StereochemistryProtein ConformationChemistry Techniques SyntheticIsochromeno[43-c]pirazoles Dihydrospiro[isoindole-13’-pyrazol]-3(2H)- ones Benzodiazepine receptorDrug DiscoverymedicineAnimalsHumansBenzopyransReceptorBenzodiazepine receptor bindingPharmacologyChemistryOrganic ChemistryGeneral MedicineReceptors GABA-ASettore CHIM/08 - Chimica FarmaceuticaMolecular Docking SimulationMembraneBovine brainActive compoundPyrazolesCattleFlunitrazepam bindingFlunitrazepammedicine.drugProtein Binding
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